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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Pienza villas

Property grounds

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Montalcino
The price is €6,400
includes taxes & fees
1 May - 2 May
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Exterior

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (60 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is €159
includes taxes & fees
4 May - 5 May
Il Poggio dell'Eremita
Property grounds

Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is €372
includes taxes & fees
1 May - 2 May
Charming Tuscany Villa w/ Private Infinity Pool
Pool

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is €5,933
includes taxes & fees
1 May - 2 May
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Exterior

Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is €82
includes taxes & fees
6 May - 7 May
Artisti del Cavallo Tourism
Exterior

Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups

Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups
Montenero
The price is €751
includes taxes & fees
11 May - 12 May
Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups
Property grounds

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
San Giovanni d'Asso
9.8 out of 10, Exceptional, (37 reviews)
"Wonderful Graziella and Constantino present a Villa with unique flair. We had the time of our life with cooking and eating too much. Great vacation!! thank You"
Germany
Stephan C.
The price is €707
includes taxes & fees
13 May - 14 May
INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
Exterior

Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning

Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
Porrona
The price is €469
includes taxes & fees
4 May - 5 May
Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
Exterior

Red Heart - relax with those you love in Tuscany.

Red Heart - relax with those you love in Tuscany.
Trequanda
The price is €935
includes taxes & fees
14 May - 15 May
Red Heart - relax with those you love in Tuscany.
Exterior

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Siena
The price is €197
includes taxes & fees
4 May - 5 May
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Exterior

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
San Quirico d'Orcia
The price is €1,777
includes taxes & fees
6 May - 7 May
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
Property grounds

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Siena
10.0 out of 10, Exceptional, (1 review)
"Bellissime camere, dotate di ogni confort, immerse nel verde della campagna toscana. Camere spaziose, comode, luminose e attrezzate di tutto. Proprietari ospitali e gentili, sempre pronti a fornire indicazioni. Grazie di tutto , torneremo senz'altro!"
United States
Annarosa m.
The price is €817
includes taxes & fees
3 May - 4 May
Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Terrace/patio

Antico Brunello

Antico Brunello
Montalcino
The price is €7,270
includes taxes & fees
1 May - 2 May
Antico Brunello
Exterior

WP RELAIS BORGO VIGNALUNGA

WP RELAIS BORGO VIGNALUNGA
Toscana
10.0 out of 10, Exceptional, (37 reviews)
"This villa is amazing! The views are spectacular. The home is awesome! The property is beautiful! "
United States
Jeremy F.
The price is €1,177
includes taxes & fees
14 May - 15 May
WP RELAIS BORGO VIGNALUNGA
Exterior

Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is €1,765
includes taxes & fees
3 May - 4 May
Villa Torre Among the Hills of Siena
Exterior

Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Rapolano Terme
9.0 out of 10, Wonderful, (4 reviews)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
Netherlands
Toon M.
The price is €1,091
includes taxes & fees
4 May - 5 May
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Exterior

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Vico dʼArbia
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Exterior

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Torrita di Siena
The price is €1,091
includes taxes & fees
6 May - 7 May
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pienza Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"This is an incredible oasis in the hills of Tuscany. The restaurant is terrific, the rooms are beautiful and the staff is exceptional "
Roberta 5-night trip
Posted 1 day ago
Villa di Piazzano - Small Luxury Hotel of the World

Find out more about Pienza

Pienza Villas information

Number of reviews
139
Accommodation
1434 Villas
Lowest Price
€82
Highest Price
€7,270

Frequently asked questions

How much do villas in Pienza cost?
Rates for villas in Pienza range between €82 and €7,270 per night. Whatever your budget, you're sure to find a place that fits the bill with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Pienza?
Pack your suitcase and pick from 1434 villas in Pienza. For a family escape, a getaway with pals or anything in between, Expedia will help you find the right place in just a click or two.
Why book your villa in Pienza with Expedia?
With Expedia, it's easy to find your dream villa in Pienza. Holidaying with the kids? Use our helpful filters to search for stays with amenities like WiFi and a pool. If you have a certain budget, select how much you'd like to spend and your preferred star rating. We'll help you find the right stay in tune with your taste and style.
How can I find cheap villas in Pienza?
An excellent way to track down cheap villas in Pienza is with Expedia's user-friendly filter tool. Narrow your search results by budget, star rating and amenities to find unbeatable rates in just a click or two.
What is there to do near my villa in Pienza?
Whatever you're interested in, Pienza has plenty to keep you going. Artemisia Gallery, Pienza Cathedral and Palazzo Comunale are on many visitors' sightseeing itineraries. Don't forget about Palazzo Piccolomini, Historic Centre of Pienza and Piazza Pio II either. With Expedia's hotel deals in Pienza, you can discover more neat attractions like these with the money you save.